3-Aminocyclopent-1-ene-1-carboxylic acid

Base Information

• Chemical Name: 3-Aminocyclopent-1-ene-1-carboxylic acid
• CAS No.: 74201-88-0
• Molecular Formula: C₆H₉NO₂
• Molecular Weight: 127.143
• DSSTox Substance ID: DTXSID60505526
• Mol file: 74201-88-0.mol

Synonyms:3-aminocyclopent-1-ene-1-carboxylic acid;74201-88-0;3-aminocyclopentene-1-carboxylic acid;SCHEMBL23144983;DTXSID60505526;AKOS006359908;FT-0762255

Chemical Property of 3-Aminocyclopent-1-ene-1-carboxylic acid

Chemical Property:

• PSA: 63.32000
• LogP: 0.81880
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 127.063328530
• Heavy Atom Count: 9
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=CC1N)C(=O)O

Technology Process of 3-Aminocyclopent-1-ene-1-carboxylic acid

There total 8 articles about 3-Aminocyclopent-1-ene-1-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

methyl 3-(N-benzyloxycarbonylamino)cyclopent-1-ene-1-carboxylate (74201-94-8) → 3-aminocyclopent-1-ene-1-carboxylic acid (74201-88-0)

Guidance literature:

With hydrogenchloride; for 1h; Heating;

DOI:10.1071/CH9800599

Reference yield:

1-bromo-3-phthalimidocyclopentane-1-carboxylic acid (74201-90-4) → (±)-4-aminocyclopent-1-enecarboxylic acid (77745-27-8,102629-74-3,102629-73-2) + 3-aminocyclopent-1-ene-1-carboxylic acid (74201-88-0)

Guidance literature:

With hydrogen bromide; for 16h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1071/CH9800599

Reference yield:

3-Amino-cyclopent-1-enecarboxylic acid methyl ester; hydrochloride → 3-aminocyclopent-1-ene-1-carboxylic acid (74201-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / H₂O / 1.) 5-10 deg C, 0.5 h, 2.) RT, 1 h

2: 91 percent / 6 M HCl / 1 h / Heating

With hydrogenchloride; potassium carbonate; In water;

DOI:10.1071/CH9800599

upstream raw materials:

3-bromocyclopent-1-ene-1-carbonitrile

methyl 3-(N-benzyloxycarbonylamino)cyclopent-1-ene-1-carboxylate

1-bromo-3-phthalimidocyclopentane-1-carboxylic acid

cyclopent-1-enecarbonitrile

Downstream raw materials:

methyl 3-(N-benzyloxycarbonylamino)cyclopent-1-ene-1-carboxylate

methyl 3-aminocyclopentane-1-carboxylate

(±)-4-aminocyclopent-1-enecarboxylic acid

cis-3-aminocyclopentane-1-carboxylic acid

Refernces